Molecule

UNPD155922

AlkaPlorer ID: AK075798

Synonym: None

IUPAC Name: (Z)-6-[(2R,5R,8R,11R,12S)-8-[(4-hydroxyphenyl)methyl]-5,12-dimethyl-3,6,9,13-tetraoxo-2-propan-2-yl-1,4,7,10-tetrazacyclotridec-11-yl]hex-4-enamide

Structure

SMILES: CC(C)[C@H]1N=C(O)[C@@H](C)[C@@H](C/C=C\CCC(=N)O)N=C(O)[C@@H](CC2=CC=C(O)C=C2)N=C(O)[C@@H](C)N=C1O

InChI: InChI=1S/C27H39N5O6/c1-15(2)23-27(38)29-17(4)25(36)31-21(14-18-10-12-19(33)13-11-18)26(37)30-20(16(3)24(35)32-23)8-6-5-7-9-22(28)34/h5-6,10-13,15-17,20-21,23,33H,7-9,14H2,1-4H3,(H2,28,34)(H,29,38)(H,30,37)(H,31,36)(H,32,35)/b6-5-/t16-,17+,20+,21+,23+/m0/s1

InChIKey: RFGAANHNJBCQAS-LFUPQXEOSA-N

Reference

Titelbild: Azumamides A–E: Histone Deacetylase Inhibitory Cyclic Tetrapeptides from the Marine Sponge <i>Mycale izuensis</i> / Total Synthesis of Azumamides A and E (Angew. Chem. 45/2006)

PubChem CID: 16095112

LOTUS: LTS0269657

SuperNatural Ⅲ: SN0323742-02

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain

Properties Information

Molecule Weight: 529.6380000000003

TPSA？: 194.67

MolLogP？: 4.822470000000003

Number of H-Donors: 7

Number of H-Acceptors: 6

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	HeLa	EC1000	25.0	uM	10.1016/j.bmcl.2008.03.053
Homo sapiens	Histone deacetylase 1	IC50	1830.0	nM	10.1016/j.bmcl.2008.03.053
Homo sapiens	Histone deacetylase 1	Ki	5000.0	nM	10.1021/jm4008449
Homo sapiens	Histone deacetylase 10	Inhibition	50.0	%	10.1021/jm4008449
Homo sapiens	Histone deacetylase 11	Ki	5000.0	nM	10.1021/jm4008449
Homo sapiens	Histone deacetylase 2	Ki	3000.0	nM	10.1021/jm4008449
Homo sapiens	Histone deacetylase 3/NCoR1	Ki	3000.0	nM	10.1021/jm4008449
Homo sapiens	Histone deacetylase 4	IC50	3660.0	nM	10.1016/j.bmcl.2008.03.053
Homo sapiens	Histone deacetylase 4	Inhibition	50.0	%	10.1021/jm4008449
Homo sapiens	Histone deacetylase 5	Inhibition	50.0	%	10.1021/jm4008449
Homo sapiens	Histone deacetylase 6	IC50	50000.0	nM	10.1016/j.bmcl.2008.03.053
Homo sapiens	Histone deacetylase 6	Inhibition	50.0	%	10.1021/jm4008449
Homo sapiens	Histone deacetylase 7	Inhibition	50.0	%	10.1021/jm4008449
Homo sapiens	Histone deacetylase 8	Inhibition	50.0	%	10.1021/jm4008449
Homo sapiens	Histone deacetylase 9	Inhibition	50.0	%	10.1021/jm4008449
None	NON-PROTEIN TARGET	GI	nan	None	10.1021/jm501399d
None	NON-PROTEIN TARGET	GI50	50000.0	nM	10.1039/C4MD00252K
None	NON-PROTEIN TARGET	Inhibition	nan	%	10.1039/C4MD00252K